$99 Find Cheap Flights from Chicago Midway Airport to Arizona

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Arizona departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Arizona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
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Flight Deals

Book Cheap Midway to Arizona Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Arizona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Arizona

Wed, May 6 - Tue, May 12
Frontier Logo
12:04 pm - 8:51 pm
MDW
-
LAS
10h 47m
1 stop
Frontier Logo
6:45 am - 10:02 pm
LAS
-
MDW
13h 17m
1 stop
$180Frontier
Fri, May 8 - Mon, May 11
Frontier Logo
4:52 pm - 8:47 pm
MDW
-
LAS
29h 55m
1 stop
Frontier Logo
11:59 pm - 11:09 am
LAS
-
MDW
9h 10m
1 stop
$182Frontier
Sat, May 2 - Fri, May 8
Frontier Logo
9:14 am - 10:41 pm
MDW
-
LAS
15h 27m
1 stop
Frontier Logo
12:59 am - 2:12 pm
LAS
-
MDW
11h 13m
1 stop
$185Frontier
Fri, May 8 - Tue, May 12
Frontier Logo
4:52 pm - 8:47 pm
MDW
-
LAS
29h 55m
1 stop
Frontier Logo
11:54 pm - 11:09 am
LAS
-
MDW
9h 15m
1 stop
$187Frontier
Sun, May 3 - Tue, May 12
Frontier Logo
6:20 am - 12:35 pm
MDW
-
LAS
8h 15m
1 stop
Frontier Logo
11:54 pm - 11:09 am
LAS
-
MDW
9h 15m
1 stop
$190Frontier
Fri, May 8 - Tue, May 12
Multiple Airlines Logo
4:52 pm - 11:44 pm
MDW
-
LAS
32h 52m
1 stop
Multiple Airlines Logo
11:54 pm - 11:09 am
LAS
-
MDW
9h 15m
1 stop
$197Multiple Airlines
Sat, May 23 - Wed, May 27
Southwest Logo
6:00 pm - 7:50 pm
MDW
-
PHX
3h 50mnonstop
Southwest Logo
3:45 pm - 9:00 pm
PHX
-
MDW
3h 15mnonstop
$201Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
8:40 pm - 10:25 pm
MDW
-
TUS
3h 45mnonstop
Southwest Logo
6:35 pm - 5:25 am
TUS
-
MDW
8h 50m
1 stop
$348Southwest
Fri, Aug 28 - Wed, Sep 2
Delta Logo
1:00 pm - 9:37 pm
MDW
-
TUS
10h 37m
2 stops
Delta Logo
12:40 pm - 9:46 pm
TUS
-
MDW
7h 06m
1 stop
$354Delta
Fri, Aug 28 - Wed, Sep 2
Delta Logo
1:00 pm - 10:12 pm
MDW
-
TUS
11h 12m
2 stops
Delta Logo
7:00 am - 6:31 pm
TUS
-
MDW
9h 31m
2 stops
$359Delta
Booking Insights

KAYAK's insights & trends for Midway to Arizona flights

Get data-powered insights and trends into flights from Midway to Arizona to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago Midway Airport to Arizona?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Arizona departing in May.

What is the cheapest Chicago Midway Airport to Arizona flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Arizona from Chicago Midway Airport found in the last 72 hours was to Phoenix, at $207 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Phoenix Sky Harbor Intl Airport (PHX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $207.

What is the cheapest time of day to fly to Arizona?

The average price for all round-trip flights from Chicago Midway Airport to Arizona depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Arizona is generally at night, when round-trip flights cost $282 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Arizona is generally in the evening, which is peak travel time and where the average cost of a ticket is $309.

Can I save money by flying with a layover from Chicago Midway Airport to Arizona?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $404, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Arizona?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Arizona is January, when tickets cost $192 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $333 and $327 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Arizona?

The average price of all round-trip flights from Chicago Midway Airport to Arizona clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Arizona, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Arizona, Thursday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to Arizona?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Arizona, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$99
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 18% increase in price.
Flight from Chicago Midway Airport to Phoenix Sky Harbor Airport

FAQs - booking Arizona flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Arizona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Arizona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Arizona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Arizona is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Arizona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Arizona with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Arizona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Arizona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Arizona

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Las Vegas $194 one-way - $357 round-trip; Phoenix $135 one-way - $285 round-trip

Reviews of the top airlines flying from Midway to Arizona

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Arizona. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Arizona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4327 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Everything you need to know for your flight from Midway to Arizona

Information on your arrival and departure airports